2-(Trifluoromethoxy)benzene-1-sulfonyl chloride → 2-[4-(2-Methoxy-ethyl)-phenyl]-8-(2-trifluoromethoxy-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194090Notes

Reaction equation

HRID 2194090 reaction equation
C(O[C:4]([C:6]1([CH2:12][CH2:13]OC)[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)=[O:5])C.[F:16][C:17]([F:30])([F:29])[O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[S:25](Cl)(=[O:27])=[O:26].[CH3:31][O:32][CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][C:38]([NH2:41])=[CH:37][CH:36]=1>>[CH3:31][O:32][CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][C:38]([N:41]2[CH2:13][CH2:12][C:6]3([CH2:7][CH2:8][N:9]([S:25]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[O:18][C:17]([F:30])([F:29])[F:16])(=[O:27])=[O:26])[CH2:10][CH2:11]3)[C:4]2=[O:5])=[CH:37][CH:36]=1

Participants

4

Reactant 3

HCID 27772152-(Trifluoromethoxy)benzene-1-sulfonyl chlorideHCID 30201354-(2-Methoxyethyl)anilineHCID 567539694-(2-Methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 595780252-[4-(2-Methoxy-ethyl)-phenyl]-8-(2-trifluoromethoxy-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one

Procedure

Light yellow solid. MS (ESI): 513.3 (MH+). This example was prepared in analogy to example 1 step C) to D) from 4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (example 1 step B)), 2-trifluoromethoxy-benzenesulfonyl chloride and 4-(2-methoxy-ethyl)-phenylamine.

Sources & evidence

ORD record
ord-4e95509b3c804d70b6d1491558f2d0e2
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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